Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 120 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Temple Hill View, a friendly abode in the village of Ampleforth in North Yorkshire. Off-road parking. Near shop. Enclosed garden. Countryside views. Helmsley 5.1 miles; York 19.3 miles; Scarborough 35.6 miles. (Ref. 1159134)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £509

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

Exceedingly pretty, detached stone cottage, a short walk from centre of Kirkbymoorside. Beamed ceilings, open fire. National Park and Heritage Coast within easy driving distance. Pickering 6 miles. (Ref. 1034138)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From £393

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  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

A lovely cottage located in the village of Husthwaite, North Yorkshire. Open-plan. Contemporary living. Mezzanine. Easingwold 3 miles. Thirsk 6 miles. York 17 miles. (Ref. 967407)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly


for 7 nights From £361

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £636

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Delightful detached stone cottage on owner's complex in Appleton-le-Moors village. Cosy, characterful accommodation with open fire, garden room, fine views over open countryside. Wonderful walking/cycling from the door. Kirkbymoorside 3.5 miles. (Ref. 936454)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £402

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Charming detached stone-built barn conversion in picturesque Lastingham. Quality accommodation with woodburning stove. Excellent walking, coast easily accessible. Pickering 7 miles. (Ref. 1571)

  • Wi-fi
  • Off-road parking


for 7 nights From £353

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Detached stone built stable conversion in pretty Lastingham village. Quality ground floor accommodation, streamside patio. Ideal for York Moors & Coast. Pickering 7 miles. (Ref. 1293)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £329

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

A well-presented barn conversion, on a working farm and close to the Yorkshire town of Kirkbymoorside. Open-plan living. En-suite. Near North York Moors National Park. Pet-friendly. (Ref. 974386)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From £328

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

Single-storey stone barn conversion set on owner's working farm, between Thirsk and Easingwold. Spacious open plan living area, woodburner. Two bedrooms, two bathrooms. High standard throughout. Excellent walking, cycling, touring. Easingwold 5 miles. (Ref. 930756)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £500

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A charming barn conversion located near the village of Thirsk, North Yorkshire. Open-plan. Upside down living. Exposed stonework. Ripon 11 miles; York 23 miles. (Ref. 19936)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 7 nights From £475

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

This delightful cottage resides in Kirkbymoorside, North Yorkshire. Close to amenities. Couples’ getaway. En-suite bathroom. Smart TV. Pickering 7.7 miles; Helmsley 5.6 miles. (Ref. 963205)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From £371

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. Single-storey accommodation, with a comfortable open plan living area and pretty bedroom. Easy access to North York Moors National Park. Kirkbymoorside 2.5 miles. (Ref. 929845)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly


for 7 nights From £320

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Detached attractive stone barn conversion in a peaceful location near Kirkbymoorside. Single-storey accommodation with exceptional countryside views and superb walking opportunities. Kirkbymoorside 2.5 miles. (Ref. 911836)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly


for 7 nights From £308

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A well-equipped bungalow situated in the market town of Pickering, Yorkshire. Ideal for families. Touring location. Kirkbymoorside 6.6 miles; Helmsley 12.1 miles. (Ref. 1070204)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £453

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A characterful barn conversion resting on a working farm near the town of Kirkbymoorside. TV with Freeview. Countryside views. Near North York Moors National Park. Dog-friendly. (Ref. 974385)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £328

  • Sleeps10
  • Bedrooms5
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

A charming stone-fronted cottage resting in Ampleforth, North Yorkshire. Original features. In North York Moors National Park. Close to amenities. Woodburning stove. Helmsley 4.9 miles; York 19.4 miles; Scarborough 35.4 miles. (Ref. 1115609)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £907

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Immaculately-presented, single-storey stone barn conversion in small hamlet of Stearsby near York. Woodburning stove. Countryside views, close to pretty market towns of Helmsley, Easingwold. York 14 miles. (Ref. 8634)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £496

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

A beautiful one-bedroom lodge resting on the outskirts of Kirkbymoorside, North Yorkshire. Off-road parking. Near a national park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049219)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine


for 7 nights From £642

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Bay Tree Cottage is a delightful terraced cottage resting in Pickering, North Yorkshire. Near National Park. Woodburning stove. Close to shop and pub. Kirkby Misperton 4.4 miles; Malton 8.8 miles. (Ref. 1115722)

  • Wi-fi
  • Dishwasher


for 7 nights From £448

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Delightful brick-built Stillington cottage on edge of pretty village. Tastefully renovated with comfortable accommodation. Excellent walking nearby. Close to many attractions. York 11 miles. (Ref. 4458)

  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights From £353